Highwaymen Art For Sale

Highwaymen Paintings for Sale

Below are listings of Florida Highwaymen paintings for sale on eBay. While eBay is generally a safe and secure outlet for obtaining authentic Florida Highwaymen art, there are fakes and misrepresentations out there. We have done our best to filter out misrepresentations, but research is important to ensure you are purchasing an authentic painting by an original Florida Highwaymen artist. We are an eBay partner and may earn compensation through these listings.

Florida  Highwaymen Sam Newton - Magnificent Beach Waves Scene

Florida Highwaymen Sam Newton - Magnificent Beach Waves Scene

$3,500.00

The is a magnificent beach waves scene painting by the artist Sam Newton of The Original. Florida Highwaymen. It is an original painting done with oil material and signed by the artist. The painting is framed as pictured , size is 18 x24 ( without frame ) 100 % authentic Will artist picture proof to be sent with the painting . The painting is in excellent condition , Important note ; best displayed in a room with out bright lighting due to the light colors used in painting this master piece !

Seller: mmsadek (100.0% positive feedback)

18x24 Willie Daniels Highwaymen Painting Reflection

18x24 Willie Daniels Highwaymen Painting Reflection

$2,700.00

The product is an 18x24 original oil painting by artist Willie Daniels depicting a landscape scene in the Highwaymen style. The painting is signed by the artist and handmade on masonite . It is framed and produced using traditional techniques. The artwork originates from Florida, USA and falls within the contemporary period of 1970-2020. This single piece of art is a unique and authentic representation of the artist's vision and craftsmanship.

Seller: vwhowie (100.0% positive feedback)

Original Al Black Florida Highwaymen - Sunset Palm

Original Al Black Florida Highwaymen - Sunset Palm

$1,500.00

Original Al Black Florida Highwaymen- Sunset Palm on upson board. Frame measures 29x23 actual painting 18X24. Gorgeous color this painting was done later in his life. See my other listings I can offer volume discount.

Seller: lakeblueridgetrader (100.0% positive feedback)

Roy Mclendon, Florida Highwaymen, Oil On Upson Painting

Roy Mclendon, Florida Highwaymen, Oil On Upson Painting

$3,999.99

The painting features a beautifully executed seascape by Roy McLendon. But what really makes this painting special is its originality. The painting appears to have never been touched up or varnished.

Seller: floridaartonline (100.0% positive feedback)

Sam Newton, Florida Highwaymen, Oil On Upson Painting

Sam Newton, Florida Highwaymen, Oil On Upson Painting

$4,499.99

The painting is the classic Rio Mar seascape that is colorful and beautiful. The painting is in excellent condition. The painting is ready to hang and enjoy! The painting is available for preview prior to purchasing if you are so inclined.

Seller: floridaartonline (100.0% positive feedback)

James Gibson *original* Florida Highwaymen Painting 9.5" Wide X 21.5 Tall

James Gibson *original* Florida Highwaymen Painting 9.5" Wide X 21.5 Tall

$1,900.00

The James Gibson *Original* Florida Highwaymen painting is a unique and one-of-a-kind piece of art measuring 9.5" wide and 21.5" tall. This medium-sized oil painting depicts a landscape scene from Florida, USA, showcasing the artist's signature. Handmade with original production technique, this signed painting captures the essence of Florida's natural beauty, making it a valuable addition to any art collection. If you need item shipped priority, insured and protected, we can arrange for $200-$300 to have specialty shipped and insured to USA only. local pickup is free.

Seller: new_tech_junkies (99.8% positive feedback)

Lemuel Newton (1950-2014) Oil On Canvas 12x16 Florida Highwaymen

Lemuel Newton (1950-2014) Oil On Canvas 12x16 Florida Highwaymen

$775.00

A nice Lemuel Newton attr., younger brother of Harold and Sam and an original member of the Florida highwaymen, oil on canvas. Signed "L. Newton" in lower right corner. No scratches or damage to painting area (see photos). Canvas frame size is 12"×16"; image size is 11 1/2"×15 1/2"; frame size is 22"×18". A beautiful painting but could use a light cleaning. Photos are part of the description, from a smoke free Utah home. Ships UPS Ground w/insurance and req'd signature receipt. Note: I CAN NOT SHIP THIS TO A USPS PO BOX, sorry.

Seller: goldenageofhollywood (100.0% positive feedback)

Al Black, Florida Highwaymen, Oil On Masonite Painting

Al Black, Florida Highwaymen, Oil On Masonite Painting

$1,499.99

The painting is in excellent condition. The purple hyacinths add beautiful, lush color and create a beautiful backdrop for the birds in this back country water scene. The painting is ready to hang and enjoy!

Seller: floridaartonline (100.0% positive feedback)

Johnny Daniels Florida Highwaymen Original Oil Painting 34x22 Framed 41x29

Johnny Daniels Florida Highwaymen Original Oil Painting 34x22 Framed 41x29

$4,000.00

This product is an original oil painting by artist Johnny Daniels, part of The Florida Highwaymen group. The large framed painting measures 34x22 inches, signed by J Daniels. It is a contemporary piece done in the contemporary style, with a landscape subject. The painting is one of a kind and handmade in Florida, USA, making it a unique and authentic piece of art for art collectors or enthusiasts. If you need item shipped priority, insured and protected, we can arrange for $200-$300 to have specialty shipped and insured to USA only. local pickup is free.

Seller: new_tech_junkies (99.8% positive feedback)

Florida Highwaymen Back Water Cypress Swamp Oil Painting Tribute Painting 60's

Florida Highwaymen Back Water Cypress Swamp Oil Painting Tribute Painting 60's

$500.00

This large oil painting tribute by artist Anne Langley captures the beauty of the Florida Cypress Swamp in the 1960s. The realist style painting, framed and signed by the artist, showcases the intricate details and natural theme of the landscape. This one-of-a-kind piece, produced with oil painting technique, is a unique tribute to the American culture and a must-have for art collectors interested in nature-inspired works from the 1960s.

Seller: miclutt-94 (0.0% positive feedback)

James Gibson Signed Florida Highwaymen Painting

James Gibson Signed Florida Highwaymen Painting

$1,650.00

Highly Representative Monochromatic Work in a Golden Palette with Rich Dark Greens and Other Accent Tones, Representing His Signature Silhouette-Like Lone Palm Tree During a Serene Sunrise or Sunset Over an Intercoastal/River Scene.

Seller: eames-era-gallery (100.0% positive feedback)

A.e. "Beanie" Backus Florida Highwaymen Signed & Numbered "Piney Woods" Lithogra

A.e. "Beanie" Backus Florida Highwaymen Signed & Numbered "Piney Woods" Lithogra

$700.00

This is a rare A. E. "Beanie" Backus "Florida Highwaymen HOF" hand signed and numbered 356/1000 "Piney Woods" Lithograph. This measures 20 by 30 inches just the lithograph and framed and matted 30 by 40 inches and is in very good condition. Put out by Hutchington House in 1977. Frame has a couple of small nicks and lithograph in excellent condition with a light scratch in clouds as pictured and comes with no glass. Comes in as is condition. A rare estate find that will add elegance and Florida History to any decor.

Seller: beachantiques (100.0% positive feedback)

Al Black Signed  Original Highwaymen Prison Painting With Free Shipping

Al Black Signed Original Highwaymen Prison Painting With Free Shipping

$2,300.00

Wow, what an amazing Al Black Prison Painting in excellent original condition 24x36 on canvas. This is by far the nicest poinciana tree he did while he was in prison! You won't find a better example! Thank you for looking and buying!! This painting comes with free shipping!! This painting also comes with a free copy of the Kindle ebook I wrote about Floridas Nautilus Foundation. All is Flux The secret History of the Nautilus foundation, its about a 3rd generation modernist movement I discovered with William S Burroughs, Paul Sharits, David C Heaps and Frederick W Robertson on Francois Buchers Nautilus Foundation grounds!!

Seller: connaughtonenterprises (100.0% positive feedback)

Freddie Gibson Brother Of FL Highwaymen James Gibson Oil On Canvas Framed 24x48”

Freddie Gibson Brother Of FL Highwaymen James Gibson Oil On Canvas Framed 24x48”

$1,500.00

The product is a large 24x48" oil on canvas painting by artist Freddie Gibson, featuring a waterway and landscape subject in a Highwaymen style. The painting is framed and signed by the artist, making it an original piece. The painting is listed by a dealer or reseller and is a unique addition to any art collection with its High Highwaymen style and framed appearance. Freddie is the brother of the famous James Gibson. Freddie Lee Gibson Sr was born 1941 and passed away in 2021. This painting is around the 1980’s. Prefer local pickup in west palm beach Florida.

Seller: palmbeachpickers (99.7% positive feedback)

Tracy Newton, Son Of Florida Highwaymen Sam Newton, Oil On Masonite Painting

Tracy Newton, Son Of Florida Highwaymen Sam Newton, Oil On Masonite Painting

$1,499.99

Please see all the pictures as they are the most important part of the description. All original, Tracy Newton, son of Florida Highwaymen Sam Newton, oil on Masonite painting. The painting is in excellent condition. The painting displays old Florida home with a clothesline, a couple people, and a royal Poinciana. The painting has the original Highwaymen style frame. The Masonite measures 24 inches by 30 inches. Overall, with the frame the painting measures 28.5 inches by 34.5 inches. The painting does not require any attention. The painting is ready to hang and enjoy! The painting may be picked up or shipped. I only ship within the continental United States. The painting may be previewed prior to purchasing. Please message me for any questions. Thank you for viewing, and good luck!

Seller: floridaartonline (100.0% positive feedback)

Highwaymen Al Black 12 X 16 Royal Poinciana Painting

Highwaymen Al Black 12 X 16 Royal Poinciana Painting

$2,774.00

The Highwaymen Al Black 12 x 16 Royal Poinciana Painting is a beautiful and unique artwork created by the Highwaymen, a group of African American artists from the mid-20th century. This painting captures the essence of nature with vibrant colors and intricate details, making it a stunning addition to any art collection. The 12 x 16 size adds a sense of immediacy and intimacy to the piece, inviting viewers to connect with the artist's vision and technique.

Seller: varnu2015 (100.0% positive feedback)

Highwaymen Al Black 12 X 16 Painting

Highwaymen Al Black 12 X 16 Painting

$2,774.00

The product is a 12 x 16 painting of a scene featuring highwaymen, possibly in a stylized or abstract representation. This artwork falls under the category of paintings in the art genre, showcasing a unique and detailed depiction of a specific subject. It may be created using various techniques and materials, such as oil, acrylic, watercolor, or digital media, giving it a distinct aesthetic appeal. Perfect for art enthusiasts or collectors looking to add a unique piece to their collection.

Seller: varnu2015 (100.0% positive feedback)

Highwaymen Al Black Florida  O/masonite Painting 40" X 33.5" With COA

Highwaymen Al Black Florida O/masonite Painting 40" X 33.5" With COA

$2,200.00

This Al Black Florida Highwaymen Oil on Masonite Painting is a large, framed, original oil painting , signed by the artist. Measuring 40" x 33.5", this piece is a unique and handmade artwork from the Florida, USA region. The painting features a realistic style and is a part of the Florida Highwaymen culture, making it a valuable addition to any art collection. COA included by Al Black

Seller: talupverse (98.7% positive feedback)

Original Al Black Florida Highwaymen- Banana River Dusk

Original Al Black Florida Highwaymen- Banana River Dusk

$1,915.00

Original Al Black Florida Highwaymen Banana River Dusk frame 29x23 painting 18x24. The striking evening scene with the muted colors of dusk on the river. This painting is on upson board. This painting was done later in Al Black’s life with many of his subtle trademarks. Please view my other listings as I can offer a discount on multiple purchases.

Seller: lakeblueridgetrader (100.0% positive feedback)

Florida Highwaymen Painting By HOF Artist James Gibson - Oil On Canvas

Florida Highwaymen Painting By HOF Artist James Gibson - Oil On Canvas

$1,800.00

A fantastic classic James Gibson palm tree painting. James Gibson is one of the original 26 Florida HOF Highwaymen Artists. Oil on stretched canvas 14”x18” unframed dimension. Framed dimensions are approximately 17 1/2”x21 1/2”. Free pickup or local delivery available. Highwayman highway man men

Seller: b2bscc (100.0% positive feedback)

Original Al Black Florida Highwaymen -jacaranda

Original Al Black Florida Highwaymen -jacaranda

$2,100.00

Original Al Black Florida Highwaymen titled Jacaranda frame 29x23 board 18x24. This was painted on upson board. The gorgeous color of the Jarcaranda tree one of the few that Al had human figures in. This one of the paintings that he did later in life. The painting does have a COA. See my other listings I can offer a discount with multiple purchases.

Seller: lakeblueridgetrader (100.0% positive feedback)

Al Black Florida Highwaymen Oil On Board Painting

Al Black Florida Highwaymen Oil On Board Painting

$2,400.00

Creating over 200,000 paintings in the 20th century. Two palm trees, leaning slightly towards the ocean, stand prominently on the right side, adding a tropical feel to the scene. The sky is a mix of blue an white clouds.

Seller: talupverse (98.7% positive feedback)

Original Highwaymen Painting. By Rl Lewis. Bought Directly From Artist.

Original Highwaymen Painting. By Rl Lewis. Bought Directly From Artist.

$2,200.00

The product is an original highwaymen painting by artist RL Lewis, purchased directly from the artist. This medium-sized painting depicts a nature-themed landscape in a realist style, created using oil painting techniques on canvas. Produced in the United States during the 1980s, this one-of-a-kind piece captures the essence of the artist's unique vision and skill.

Seller: haghage-oqz9xpy9qr (0.0% positive feedback)

Aj Brown 2nd Generation Florida Highwaymen Original "Poinciana Curve" Painting

Aj Brown 2nd Generation Florida Highwaymen Original "Poinciana Curve" Painting

$1,999.99

Oil on canvas. Vibrantly colored and highly detailed nature scene with a large prominent poinciana tree in bloom with a dusk sky background and Florida swamp style background. Painting is signed in the lower left corner by artist AJ Brown, and is signed and titled on the back of the canvas.

Seller: dunns_attic (98.9% positive feedback)

Highwaymen Al Black (B. 1947) Florida  Oil On Board Painting.

Highwaymen Al Black (B. 1947) Florida Oil On Board Painting.

$2,800.00

At the center stand three iconic palm trees, their reflections mirrored in the still blue waters, surrounded by lush greenery and graceful wading birds. The work exemplifies Black’s skillful brushwork, rich use of color, and ability to convey Florida’s natural splendor.

Seller: talupverse (98.7% positive feedback)

Highwaymen Paintings Original  T.s Driskell

Highwaymen Paintings Original T.s Driskell

$995.00

This is a original oil painting by. T.S Driskell from 1965 . Signed & has his thumb print. One of a kind its in great shape for being 60 yrs old. Own a piece of history. The product is an original painting by T.S Driskell, featuring the theme of highwaymen. This artwork falls under the category of paintings and is considered an original piece, meaning it is not a licensed reproduction. It showcases the unique style and creativity of the artist, making it a valuable addition to any art collection or display.

Seller: timleah_horse (94.7% positive feedback)

Florida Oil Painting, St. Lucie River,blue Heron, Art  18 X 24 Highwaymen Legacy

Florida Oil Painting, St. Lucie River,blue Heron, Art 18 X 24 Highwaymen Legacy

$2,499.95

People worldwide are collecting art works by Mazz. a few years later he lived in Jupiter FL and sold paintings at the Marina in Singer island. He fished at the Jupiter inlet daily and painted at night. Looking for unspoiled nature and quieter fishing spots, he moved to St Lucie in the late 80's and still fishes on a regular basis.

Seller: jupitergallery (100.0% positive feedback)

Isaac Knight, Florida Highwaymen, Oil On Artist Board

Isaac Knight, Florida Highwaymen, Oil On Artist Board

$2,299.99

Please see all the pictures as they are the most important part of the description. All original, vintage, Isaac Knight, Florida Highwaymen, oil on artist board painting. The painting measures 24 inches by 36 inches. Overall, with the frame, the painting measures 28 inches by 40 inches. It is a very well-done painting with a vibrant blue color. The painting comes with the original frame. The painting is signed and dated. The painting needs nothing. The painting is ready to hang and enjoy! The painting is local pickup only. The painting is available for preview before purchasing if so desired. Thank you for viewing, and good luck!

Seller: floridaartonline (100.0% positive feedback)

Jupiter Lighthouse By Vtynes Nephew Of James Gibson Original Florida Highwaymen

Jupiter Lighthouse By Vtynes Nephew Of James Gibson Original Florida Highwaymen

$700.00

Jupiter Lighthouse Oil on canvas 24in X 12in canvas and Frame 29 1/2in X 15 1/2 This stunning painting of the Jupiter Lighthouse, created by artist Vtynes and nephew of the renowned James Gibson, is a true masterpiece. The attention to detail and use of vibrant colors truly bring this Florida Highwaymen original to life. The painting features the iconic Jupiter Lighthouse, which stands tall against a backdrop of lush greenery and a serene blue sky. This piece is perfect for any art lover who appreciates the beauty of nature and wants to add a touch of elegance to their collection. Don't miss out on this one-of-a-kind piece of art!

Seller: sunsetartstudiollc (0.0% positive feedback)

🔥 Important Vintage Florida Highwaymen Landscape Oil Painting, 1950s - Huge

🔥 Important Vintage Florida Highwaymen Landscape Oil Painting, 1950s - Huge

$3,500.00

I have found information on a Harold H High (b. 1936,) who once resided in Lithia, Florida, about an hour and a half drive from Brooksville. I believe this is likely the artist of this painting. The artistic style, color palette, and materials used in this piece have striking similarities with Sam Newton, Harold Newton, and Lem Newton, who may have worked closely with the artist of this piece.

Seller: willsusa_utzeqm (99.4% positive feedback)

Highwaymen Painting Michael Sears Everglades Florida

Highwaymen Painting Michael Sears Everglades Florida

$700.00

Highwaymen Painting Michael Sears Everglades Florida. Original, modern-day Florida Highwayman painting by contemporary artist, Micheal Sears. Large Oil on Masonite. Worn framed. Artist Signed. Measures 21-1/2" tall x 27-1/2" wide. Condition is very good. Michael Sears (1962- present) is 2nd generation trained by George Buckner Jr. Original member, and personally influenced by the several other members of this art movement with whom he interacted. He remains true to Highwaymen subject, style, materials and outdoor selling methods.

Seller: palmbeachtreasuresinc (100.0% positive feedback)

Willie Daniels *original* Florida Highwaymen Painting Rare "Stormy Ocean Palms"

Willie Daniels *original* Florida Highwaymen Painting Rare "Stormy Ocean Palms"

$3,900.00

Willie Daniels (1950-2021) Florida Highwaymen, Florida Art Hall of Fame Artist. Oil painting 'Stormy Ocean Palms' on masonite . A storm scene with wind-blown palms and breaking waves. Great action and unique size for Willie. Signed lower right. 12x24 inch (16.25 x 28.25 inch with frame). Overall excellent condition ***VIEW MY OTHER HIGHWAYMEN PAINTINGS FOR SALE*** Read my feedback and buy with confidence. Non-smoking home.Local pickup only.

Seller: yorkies_r_cute (100.0% positive feedback)

Sam Newton Florida Highwaymen Original Oil Painting Signed

Sam Newton Florida Highwaymen Original Oil Painting Signed

$4,061.25

The product is an original oil painting by artist Sam Newton, featuring a Florida landscape as the subject. The painting is signed by the artist and framed, making it a unique and authentic piece of art. Measuring 32 inches in length and 24 inches in height, this post-war piece showcases the realism style of the artist, with a nature theme that captures the essence of the Florida environment. Made on canvas with acrylic materials, this handmade painting is a beautiful addition to any art collection.

Seller: americanpawnjewelrygun (99.0% positive feedback)

Sam Newton - Florida Highwaymen - Live Oak Lake

Sam Newton - Florida Highwaymen - Live Oak Lake

$6,800.00

Oil on Masonite, full palette knife. Everglade Oasis radiates vitality, with a live oak in the foreground adorned by impasto palette knife strokes and dripping Spanish moss. Newton’s textured approach amplifies the lush beauty, turning nature’s tranquility into an electrifying visual experience.

Seller: ckiff64 (100.0% positive feedback)